Pyridine → HCID 73128258, compound

HRID 1160091Notes

Reaction equation

HRID 1160091 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:7][O:8][N:9]=[C:10]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)[CH2:11][Br:12]>CC(C)=O>[Br-:12].[CH3:7][O:8][N:9]=[C:10]([C:13]1[CH:14]=[CH:15][C:16]([CH3:19])=[CH:17][CH:18]=1)[CH2:11][N+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 86049356HCID 86049356, compound

Product 1

HCID 73128258HCID 73128258, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of pyridine (165 μl, 2.05 mmol) and (3) (543 mg, 2.24 mmol) in acetone (3 mL) was refluxed for a day. The solid formed was isolated by filtration and rinsed with Et2O in 84% yield: mp 106-109° C.; 1H NMR 400 MHz (DMSO-d6) δ 3.30 (s, 3H), 3.99 (s, 3H), 6.10 (s, 2H), 7.24 (d, 2H, J=5.6 Hz), 7.65 (d, 2H, J=5.9 Hz), 8.13 (m, 2H), 8.60 (m, 1H), 9.07 (s, 2H); FABHRMS: found M+, 241.1340 (calcd for C15H17ON2: M+, 241.1335).

Workup

  1. customThe solid formed
  2. customwas isolated by filtration
  3. washrinsed with Et2O in 84% yield

Sources & evidence

ORD record
ord-fc7c9cb86a1640fab2301d3ae5af8bdb
Source dataset
uspto-grants-2010_10
Patent number
US07816352B2

Reaction notes

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